ETHCHLORVYNOL CIV (0.7 ML)
ETHCHLORVYNOL CIV (0.7 ML) Basic information
- Product Name:
- ETHCHLORVYNOL CIV (0.7 ML)
- Synonyms:
-
- ETHCHLORVYNOL CIV (0.7 ML)
- (1E)-1-Chloro-3-ethyl-1-penten-4-yn-3-ol
- beta-chlorvinylethylethynylcarbinol
- Etchlorvinolo
- Ethchlorovynol
- Ethchlorvinol
- Ethchlorvinyl
- Ethclorvynol
- CAS:
- 113-18-8
- MF:
- C7H9ClO
- MW:
- 144.6
- Product Categories:
-
- Aliphatics
- Intermediates & Fine Chemicals
- Pharmaceuticals
- Mol File:
- 113-18-8.mol
ETHCHLORVYNOL CIV (0.7 ML) Chemical Properties
- Melting point:
- 25°C
- Boiling point:
- bp760 173-174°; also reported as bp760 181°; bp0.1 28.5-30°
- Density
- d425 1.065-1.070; also reported as d420 1.070
- refractive index
- nD25 1.4675-1.4800
- solubility
- Chloroform (Soluble), Methanol (Slightly)
- form
- Oil
- pka
- 12.06±0.29(Predicted)
- color
- Colourless
Safety Information
- HS Code
- 2905510000
- Hazardous Substances Data
- 113-18-8(Hazardous Substances Data)
- Toxicity
- LD50 in mice (mg/kg): 290 orally; 240 s.c. (P'an)
ETHCHLORVYNOL CIV (0.7 ML) Usage And Synthesis
Chemical Properties
Clear Colorless Oil
Originator
Placidyl,Abbott,US,1965
Uses
Controlled substance (depressant). Sedative; hypnotic.
Definition
ChEBI: Propargyl alcohol in which the methylene hydrogens are substituted by ethyl and 2-chlorovinyl groups. A hypnotic and sedative, it is used for treatment of insomnia in some cases where an intolerance or allergy to more commonly used drugs exists.
Manufacturing Process
Acetylene was passed into a stirred solution of 3.05 grams (0.44 mol) of
lithium in 300 ml of liquid ammonia until the blue color exhibited by the
mixture had disappeared. Ethyl β-chlorovinyl ketone (47.4 grams; 0.40 mol)
dissolved in 50 ml dry ether was then added to the resulting solution of lithium acetylide over a period of 20 minutes, during which the color
deepened through yellow to reddish-brown. The mixture was stirred under
reflux maintained with a Dry Ice condenser for 2 hours. Thereafter, dry ether
(200 ml) was added and the ammonia was permitted to evaporate with
stirring overnight.
The residue was poured into a slurry of ice and water containing 30 grams
(0.50 mol) of acetic acid. After separating the ether layer, the aqueous layer
was washed with two 200 milliliter portions of ether. The combined ether
extracts were washed with saturated sodium bicarbonate solution, dried over
anhydrous magnesium sulfate and evaporated in a stream of pure nitrogen.
Three successive distillations of the residue gave 46.3 grams (80.2% yield) of
a colorless liquid, boiling point 28.5° to 30°C at 0.1 mm Hg.
brand name
Placidyl (Abbott).
Therapeutic Function
Sedative, Hypnotic
Safety Profile
Poison by ingestion, subcutaneous, intraperitoneal, and intravenous routes. Human systemic effects by ingestion: general anesthesia and thrombocytopenia (reduction in the number of blood platelets). Human effects on newborn by an unspecified route: drug dependency and Apgar score (condtion of newborn). Experimental teratogenic and reproductive effects. When heated to decomposition it emits toxic fumes of Cl-.